324-81-2

Basic information

• Product Name: 2,5-bis(4-fluorophenyl)-1,3,4-oxadiazole
• CAS NO: 324-81-2
• Molecular Formula: C₁₄H₈F₂N₂O
• Molecular Weight: 258.2229
• Mol File: 324-81-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 369.1°C at 760 mmHg
• Flash Point: 177°C
• Density: 1.306g/cm³
• Vapor Pressure: 2.58E-05mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: 2,5-bis(4-fluorophenyl)-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis(4-fluorophenyl)-1,3,4-oxadiazole(324-81-2)
• EPA Substance Registry System: 2,5-bis(4-fluorophenyl)-1,3,4-oxadiazole(324-81-2)

Safety Data

• Hazardous Substances Data: 324-81-2(Hazardous Substances Data)

Usage

General Description

2,5-bis(4-fluorophenyl)-1,3,4-oxadiazole is a chemical compound with the molecular formula C14H8F2N2O. It belongs to the oxadiazole family, which is known for its diverse range of biological and pharmacological activities. This specific compound has potential applications in the field of organic electronics and materials science due to its unique electronic and optical properties. It has been studied for its potential use in the development of organic light-emitting diodes (OLEDs), photovoltaic devices, and organic semiconductors. Additionally, it has also been investigated for its potential use in pharmaceuticals and agrochemicals due to its biological activity. The compound has garnered interest for its potential diverse range of applications and is the subject of ongoing research.

Upstream product

• 456-06-4 4-fluorobenzoyl hydrazide 
• 459-57-4 4-fluorobenzaldehyde 
• 456-22-4 4-Fluorobenzoic acid 
• 1194-02-1 4-fluorobenzonitrile 
• 403-43-0 4-fluorobenzoyl chloride 
• 50907-21-6 5-(4-fluorophenyl)-1H-1,2,3,4-tetrazole 
• 138570-93-1 C₁₈H₁₆F₂N₄O₄ 
• 582-91-2 N,N′-bis(4-fluorobenzoyl)hydrazine 

Downstream Products

• 146898-62-6 3,5-bis(4-fluorophenyl)-4-(3-(trifluoromethyl)phenyl)-1,2,4-triazole 
• 146898-59-1 3,5-bis(4-fluorophenyl)-4-phenyl-4H-1,2,4-triazole 
• 1448013-59-9 C₂₆H₂₀N₄OS₂ 
• 144029-01-6 2,5-bis[4-(m-aminophenoxy)phenylene]-1,3,4-oxadiazole 
• 22915-81-7 2,5-bis[4-(p-aminophenoxy)phenylene]-1,3,4-oxadiazole 

Relevant articles and documents

Specific spectral characteristics of some phenylquinoxaline derivatives

Absorption and emission spectral characteristics of a bis(hydroxyphenylquinoxaline) Q, and two aromatic polyethers containing phenylquinoxaline rings, Q-DBF and Ox-Q, were studied in various solvents. Q, Q-DBF and Ox-Q display two absorption bands, while a poly(1,3,4-oxadiazole-ether) Ox-BisA, exhibits a single absorption band. Their fluorescence spectra (2.5 × 10- 6 mol L- 1) were characterized by an emission band between 380 and 520 nm. At slightly lower concentrations (6.4 × 10- 7 mol L- 1) and under excitation with light corresponding to the highest energy absorption band, Q-DBF and Ox-Q in ethyl acetate and cyclohexane solutions exhibited simultaneously dual emission bands in the near-UV (≈ 355 nm) and blue region (≈ 432 nm). The emission characteristics were quantified by CIE indices (in x, y color coordinates) for the investigated systems. Values of fluorescence quantum yields ranging from 15.93 to 49.83% in chloroform media were obtained.

Influence of conformational rigidity on physical properties of some poly(1,3,4-oxadiazole-ether)s containing trifluoromethyl groups

A series of fluorinated poly(1,3,4-oxadiazole-ether)s was synthesized by the reaction of some aromatic bisphenols containing trifluoromethyl groups, such as 4,4′-(hexafluoroisopropylidene) diphenol, 1a, 1,1-bis(4′-hydroxyphenyl)-1-(3′-trifluoro-methylphenyl)-2,2,2-trifluoroethane, 1b, and 1,1-bis(4′-hydroxy-phenyl)- 1-(3′,5′-ditrifluoromethylphenyl)-2,2,2-trifluoroethane, 1c , with an activated difluorinated aromatic compound incorporating an oxadiazole ring, namely 2,5-bis(p-fluorophenyl)-1,3,4-oxadiazole, 2. Copoly(1,3,4-oxadiazole-ether)s were prepared by reacting the same compound 2 with mixtures of equimolar amounts of 1b or 1c and 9,9-bis(4-hydroxyphenyl)-fluorene, 3. The polymers were easily soluble in organic solvents and showed high thermal stability having initial decomposition temperature above 400°C and glass transition temperature in the range of 193-237°C. The conformational rigidity parameters of polymers were calculated by Monte Carlo method with allowance for hindered rotation. Conformational parameters and free and Van der Waals volume values have been correlated with some physical properties such as solubility and glass transition temperature. The presence of trifluoromethyl groups led to an increase of free volume due to the repulsion of these groups belonging to different chains. (Chemical Equation Presented).

Electrosynthesis and screening of novel 1,3,4-oxadiazoles as potent and selective antifungal agents

The electrochemical oxidation of aldehyde-N-aroylhydrazone has been studied in the presence of NaClO4 as supporting electrolyte in MeOH solution using cyclic voltammetry and controlled potential electrolysis. The results indicate that intramolecular cyclization of aldehyde-N-aroylhydrazone has been successfully performed at a platinum electrode in an undivided cell with good yields of the corresponding 1,3,4-oxadiazoles at ambient conditions. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetry studies. The antifungal activity of the synthesized compounds was evaluated on Fusarium oxysporum, Alternaria solani, Candida albicans and Aspergillus niger. The results revealed that all the synthesized compounds have significant antifungal activity against the tested fungi. Among the synthesized derivatives 7b, 7d, 7g, 7h, 7i, 7j and 7r were found to be the most effective antifungal compounds. The Royal Society of Chemistry 2013.